Ethionine

Ethionine
Names

IUPAC name 2-Amino-4-ethylsulfanylbutyric acid
Other names S-Ethyl-L-homocysteine
Identifiers
CAS Number	13073-35-3^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:4886^N
ChEMBL	ChEMBL203187^N
ChemSpider	5970^Y
ECHA InfoCard	100.032.682
PubChem	6205
InChI InChI=1S/C6H13NO2S/c1-2-10-4-3-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)^Y Key: GGLZPLKKBSSKCX-UHFFFAOYSA-N^Y InChI=1/C6H13NO2S/c1-2-10-4-3-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9) Key: GGLZPLKKBSSKCX-UHFFFAOYAB
SMILES O=C(O)C(N)CCSCC
Properties
Chemical formula	C₆H₁₃NO₂S
Molar mass	163.239 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Ethionine is a non-proteinogenic amino acid structurally related to methionine, with an ethyl group in place of the methyl group.

Ethionine is an antimetabolite and methionine antagonist. It prevents amino acid incorporation into proteins and interferes with cellular use of adenosine triphosphate (ATP). Because of these pharmacological effects, ethionine is highly toxic and is a potent carcinogen.^[1]

References

↑ Narayan Shivapurkar, Mary J. Wilson and Lionel A. Poirier (1984). "Hypomethylation of DNA in ethionine-fed rats". Carcinogenesis. 5 (8): 989–992. doi:10.1093/carcin/5.8.989. PMID 6744518.

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